Towards redox active liquid crystalline phases of lipids: a monoolein/water system with entrapped derivatives of ferrocene
(2003) In Chemistry and Physics of Lipids 123(1). p.87-97- Abstract
- The phase and electrochemical behavior of the aqueous mixtures of monoolein (MO) and synthetic ferrocene (Fc) derivatives containing long alkyl chains -(Z)-octadec-9-enoylferrocene (1), (Z)-octadecen-9-ylferrocene (2), and ferrocenylmethyl (Z)-octadec-9-enoate (3)-were studied. At low hydration, the reversed micelles (L-2 phase)
and cubic Q(230) phase of MO can accommodate relatively high amounts ( > 6 wt.%) of the Fc-derivative 2, whereas at high hydration, the pseudoternary cubic phase Q(224) is destabilized even at about 2 wt.% of this Fc. Increasing the Fc-derivative content induces L-alpha L-2 and L-alpha --> reversed bicontinuous cubic phase (Q(II)) H-II transitions depending upon hydration. A rough study of the MO... (More) - The phase and electrochemical behavior of the aqueous mixtures of monoolein (MO) and synthetic ferrocene (Fc) derivatives containing long alkyl chains -(Z)-octadec-9-enoylferrocene (1), (Z)-octadecen-9-ylferrocene (2), and ferrocenylmethyl (Z)-octadec-9-enoate (3)-were studied. At low hydration, the reversed micelles (L-2 phase)
and cubic Q(230) phase of MO can accommodate relatively high amounts ( > 6 wt.%) of the Fc-derivative 2, whereas at high hydration, the pseudoternary cubic phase Q(224) is destabilized even at about 2 wt.% of this Fc. Increasing the Fc-derivative content induces L-alpha L-2 and L-alpha --> reversed bicontinuous cubic phase (Q(II)) H-II transitions depending upon hydration. A rough study of the MO system containing compounds I and 3 indicates very similar phase behavior to that of the MO/2/H2O system. Compound 2 apparently has no effect on the lipid monolayer thickness in the pseudoternary L-alpha, H-II and Q(II) liquid crystalline phases of MO. Within a 3D-structure of the Q224 phase, derivatives 1-3 exhibit electrochemical activity on the gold electrode. The one-electron redox conversion processes are electro-chemically quasi-reversible and controlled by diffusion. The values of apparent diffusion coefficient (D-app) and heterogeneous electron-transfer rate constant (k(s)) of Fcs are significantly lo
er in the cubic,phase matrix when compared to the acetonitrile solution. By contrast, the MO H-II phase with entrapped Fc-derivatives does not exhibit electrochemical activity on the electrode surface. It is suggested that the diffusional anisotropy and/or localized aggregation of compounds 1-3 within a 2D-structure of the H-II phase account(s) for the latter observation. (C) 2003 Elsevier Science Ireland Ltd. All rights reserved. (Less)
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https://lup.lub.lu.se/record/121930
- author
- Barauskas, Justas LU ; Razumas, V ; Talaikyte, Z ; Bulovas, A ; Nylander, Tommy LU ; Tauraite, D and Butkus, E
- organization
- publishing date
- 2003
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- 1-Monooleoylglycerol, Ferrocene derivatives, Phase diagram, Swelling behavior, Electrochemical activity
- in
- Chemistry and Physics of Lipids
- volume
- 123
- issue
- 1
- pages
- 87 - 97
- publisher
- Elsevier
- external identifiers
-
- wos:000182181900008
- pmid:12637167
- scopus:0037334840
- ISSN
- 0009-3084
- DOI
- 10.1016/S0009-3084(02)00170-6
- language
- English
- LU publication?
- yes
- id
- 6cdd7287-d2fb-4ac2-bafa-c8c5845eb33c (old id 121930)
- date added to LUP
- 2016-04-01 15:39:53
- date last changed
- 2022-04-14 23:18:29
@article{6cdd7287-d2fb-4ac2-bafa-c8c5845eb33c, abstract = {{The phase and electrochemical behavior of the aqueous mixtures of monoolein (MO) and synthetic ferrocene (Fc) derivatives containing long alkyl chains -(Z)-octadec-9-enoylferrocene (1), (Z)-octadecen-9-ylferrocene (2), and ferrocenylmethyl (Z)-octadec-9-enoate (3)-were studied. At low hydration, the reversed micelles (L-2 phase)<br/><br> and cubic Q(230) phase of MO can accommodate relatively high amounts ( > 6 wt.%) of the Fc-derivative 2, whereas at high hydration, the pseudoternary cubic phase Q(224) is destabilized even at about 2 wt.% of this Fc. Increasing the Fc-derivative content induces L-alpha L-2 and L-alpha --> reversed bicontinuous cubic phase (Q(II)) H-II transitions depending upon hydration. A rough study of the MO system containing compounds I and 3 indicates very similar phase behavior to that of the MO/2/H2O system. Compound 2 apparently has no effect on the lipid monolayer thickness in the pseudoternary L-alpha, H-II and Q(II) liquid crystalline phases of MO. Within a 3D-structure of the Q224 phase, derivatives 1-3 exhibit electrochemical activity on the gold electrode. The one-electron redox conversion processes are electro-chemically quasi-reversible and controlled by diffusion. The values of apparent diffusion coefficient (D-app) and heterogeneous electron-transfer rate constant (k(s)) of Fcs are significantly lo<br/><br> er in the cubic,phase matrix when compared to the acetonitrile solution. By contrast, the MO H-II phase with entrapped Fc-derivatives does not exhibit electrochemical activity on the electrode surface. It is suggested that the diffusional anisotropy and/or localized aggregation of compounds 1-3 within a 2D-structure of the H-II phase account(s) for the latter observation. (C) 2003 Elsevier Science Ireland Ltd. All rights reserved.}}, author = {{Barauskas, Justas and Razumas, V and Talaikyte, Z and Bulovas, A and Nylander, Tommy and Tauraite, D and Butkus, E}}, issn = {{0009-3084}}, keywords = {{1-Monooleoylglycerol; Ferrocene derivatives; Phase diagram; Swelling behavior; Electrochemical activity}}, language = {{eng}}, number = {{1}}, pages = {{87--97}}, publisher = {{Elsevier}}, series = {{Chemistry and Physics of Lipids}}, title = {{Towards redox active liquid crystalline phases of lipids: a monoolein/water system with entrapped derivatives of ferrocene}}, url = {{http://dx.doi.org/10.1016/S0009-3084(02)00170-6}}, doi = {{10.1016/S0009-3084(02)00170-6}}, volume = {{123}}, year = {{2003}}, }